DOCN Form 144 Reveals Proposed $500,423 Insider Sale of Common Stock

Rhea-AI Filing Summary

DigitalOcean Holdings, Inc. (DOCN) submitted a Form 144 disclosing a proposed sale of 16,417 common shares with an aggregate market value of $500,423.44, to be sold on or about 08/11/2025 through Fidelity Brokerage Services LLC, 900 Salem Street, Smithfield RI 02917. The filing shows there are 91,037,498 shares outstanding and lists prior sales by the same account, including a sale of 5,417 shares on 06/09/2025 that generated $157,418.02 in gross proceeds.

The securities to be sold were acquired by the seller via stock options: 11,750 shares from an option granted 04/16/2018 and 4,667 shares from an option granted 09/12/2019, with payment described as cash on 08/11/2025. The filer also represents, by signature on the notice, that they do not possess undisclosed material adverse information about the issuer.

Positive

• Full disclosure provided: Form names the broker, shares, acquisition dates, and aggregate market value.
• Acquisitions identified: Shares to be sold were acquired via options granted on 04/16/2018 and 09/12/2019 (explicit in filing).
• Filer representation: The filer attests they do not possess undisclosed material adverse information.

Negative

• Insider sale planned: Proposed sale of 16,417 common shares with aggregate value $500,423.44 (may be viewed negatively by some investors).
• Recent prior sale disclosed: 5,417 shares were sold on 06/09/2025 for $157,418.02, indicating ongoing dispositions by the same account.

Insights

Financial Analyst

TL;DR: Insider intends to sell 16,417 shares (~$500k) via Fidelity on 08/11/2025; prior sale of 5,417 shares occurred on 06/09/2025.

The Form 144 documents a planned disposition of 16,417 common shares with an aggregate market value of $500,423.44. The sale is routed through a named broker and is presented as cash proceeds. The filing also discloses prior recent sales by the same account totaling 5,417 shares for $157,418.02. These are routine disclosure items under Rule 144 and inform the market about insider selling activity without providing operational or financial performance details.

Impact assessment: the disclosure notifies investors of insider selling but does not, by itself, convey new operational information about the company.

Corporate Governance Expert

TL;DR: Form 144 appears to follow Rule 144 disclosure requirements and includes the filer’s representation about material nonpublic information.

The notice identifies the seller, the securities, acquisition details, and the broker, and it contains the standard representation that the filer is not aware of undisclosed material adverse information. The securities listed were acquired via stock options granted on 04/16/2018 and 09/12/2019, and payment is indicated as cash. The filing also records a prior sale on 06/09/2025.

From a governance and compliance perspective, the form contains the elements required for an insider sale notice; the filing itself is a procedural disclosure rather than a corporate governance event altering control or policy.

Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK
Filer CCC
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer

SEC File Number

Address of Issuer

Phone

Name of Person for Whose Account the Securities are To Be Sold

See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.

Relationship to Issuer

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Common	Fidelity Brokerage Services LLC 900 Salem Street Smithfield RI 02917	16417	500423.44	91037498	08/11/2025	NYSE

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Common	08/11/2025	Option Granted - 04/16/2018	Issuer			11750	08/11/2025	Cash
Common	08/11/2025	Option Granted 09/12/2019	Issuer			4667	08/11/2025	Cash

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
Amy B. Liebowitz 105 Edgeview Drive Suite 425 Broomfield CO 80021	Common	06/09/2025	5417	157418.02

144: Remarks and Signature

Remarks

Date of Notice

ATTENTION:

The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.

Signature

ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)

FAQ

What did DigitalOcean (DOCN) disclose on Form 144?

The filing discloses a proposed sale of 16,417 common shares with an aggregate market value of $500,423.44, to be sold via Fidelity on 08/11/2025.

How were the shares being sold by DOCN acquired?

The shares were acquired via stock options: 11,750 from an option granted on 04/16/2018 and 4,667 from an option granted on 09/12/2019.

Does the Form 144 show any prior insider sales for DOCN?

Yes. The filing lists a prior sale by the account of 5,417 shares on 06/09/2025 with gross proceeds of $157,418.02.

Who is handling the sale on behalf of the seller?

The broker named in the filing is Fidelity Brokerage Services LLC, 900 Salem Street, Smithfield RI 02917.

What does the filer represent about material nonpublic information?

By signing the notice, the filer represents they do not know any material adverse information about the issuer that has not been publicly disclosed.